Guest Stars Mustafa Shakir as Big Mike Andrea-Rachel Parker as Bernice Gbenga Akinnagbe as Larry Brown Dominique Fishback as Darlene Thaddeus Street as Black Frankie Anwan Glover as Leon Aaron Dean Eisenberg as Todd Lang Roberta Colindrez as Irene Diana Bologna as Fran Dwyer Katrina Cunningham as Christina Fuego Michael Gandolfini as Joey Dwyer Corey Stoll as Hank Jaffe Zoe Kazan as Andrea Martino Ari Kappatos as George Ryan Farrell as Greg Taylor Domenick Lombardozzi as Jack Maple Kelcy Griffin as Jennifer Preston Armand Assante as Mr. Martino Murphy Guyer as Donald Merrell James Martinez as Juan Ben Livingston as Dr. Steiner